CAS 59-00-7|Xanthurenic acid
Introduction：Basic information about CAS 59-00-7|Xanthurenic acid, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Xanthurenic acid | ||
|---|---|---|---|
| CAS Number | 59-00-7 | Molecular Weight | 205.167 |
| Density | 1.6±0.1 g/cm3 | Boiling Point | 514.4±50.0 °C at 760 mmHg |
| Molecular Formula | C10H7NO4 | Melting Point | 297-298 °C (dec.)(lit.) |
| MSDS | ChineseUSA | Flash Point | 264.9±30.1 °C |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | xanthurenic acid |
|---|---|
| Synonym | More Synonyms |
Xanthurenic acid BiologicalActivity
| Description | Xanthurenic acid is a putative endogenous Group II metabotropic glutamate receptor agonist, on sensory transmission in the thalamus. |
|---|---|
| Related Catalog | Signaling Pathways >>GPCR/G Protein >>mGluRResearch Areas >>Metabolic DiseaseNatural Products >>Acids and AldehydesResearch Areas >>Neurological Disease |
| Target | Human Endogenous Metabolite mGluR2 mGluR3 |
| In Vivo | Xanthurenic acid is a putative endogenous Group II metabotropic glutamate receptor agonist, on sensory transmission in the thalamus. The inhibition of Xanthurenic acid (XA) on sensory can be found when applied iontophoretically and i.v., is similar to that of other Group II mGlu receptor agonists in reducing inhibition evoked in the VB from the thalamic reticular nucleus upon physiological sensory stimulation. Furthermore, it is postulated that Xanthurenic acid may be the first potential endogenous allosteric agonist for the mGlu receptors. As the Group II receptors and kynurenine metabolism pathway have both been heavily implicated in the pathophysiology of schizophrenia, Xanthurenic acid could play a pivotal role in antipsychotic research as this potential endocoid represents both a convergence within these two biological parameters and a novel class of Group II mGlu receptor ligand[1]. |
| Animal Admin | Rats[1]Male Wistar rats (265-495 g, n=27) are used throughout the study. Throughout the experiments, electrocardiogram and electroencephalogram (EEG) are monitored. Iontophoretic drug applications are performed using the outer barrels, with one of the outer barrels filled with 1 M NaCl for current balancing on each occasion. The remaining outer barrels contain one of the following substances as required: NMDA (50 mM,pH8.0 in 150 mM NaCl), LY354740 (5 mM, pH8.0 in 75 mM NaCl), Xanthurenic Acid (5 mM, pH8.0 in 75 mM NaCl), LY341495 (5 mM, pH8.5 in 75mM NaCl), as Nat salts, ejected as anions, and LY487379 (1 mM, pH6.0, in 1% dimethyl sulfoxide, 75mM NaCl), ejected as cations. All compounds are prevented from diffusing out of the pipette by using a retaining current (15-25 nA) of opposite polarity to that of the ejection current[1]. |
| References | [1]. Copeland CS, et al. Actions of Xanthurenic acid, a putative endogenous Group II metabotropic glutamate receptor agonist, on sensory transmission in the thalamus. Neuropharmacology. 2013 Mar;66:133-42. |
Chemical & Physical Properties
| Density | 1.6±0.1 g/cm3 |
|---|---|
| Boiling Point | 514.4±50.0 °C at 760 mmHg |
| Melting Point | 297-298 °C (dec.)(lit.) |
| Molecular Formula | C10H7NO4 |
| Molecular Weight | 205.167 |
| Flash Point | 264.9±30.1 °C |
| Exact Mass | 205.037506 |
| PSA | 90.65000 |
| LogP | 2.64 |
| Vapour Pressure | 0.0±1.4 mmHg at 25°C |
| Index of Refraction | 1.779 |
| InChIKey | FBZONXHGGPHHIY-UHFFFAOYSA-N |
| SMILES | O=C(O)c1cc(=O)c2cccc(O)c2[nH]1 |
| Storage condition | Store at RT |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Implant
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 160 mg/kg
- TOXIC EFFECTS :
- Tumorigenic - neoplastic by RTECS criteria Kidney, Ureter, Bladder - tumors
- REFERENCE :
- ANYAA9 Annals of the New York Academy of Sciences. (New York Academy of Sciences, 2 E. 63rd St., New York, NY 10021) V.1- 1877- Volume(issue)/page/year: 108,924,1963 *** REVIEWS *** TOXICOLOGY REVIEW AEHLAU Archives of Environmental Health. (Heldref Pub., 4000 Albemarle St., NW, Washington, DC 20016) V.1- 1960- Volume(issue)/page/year: 23,6,1971
Safety Information
| Symbol | GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H315-H319-H335 |
| Precautionary Statements | P261-P305 + P351 + P338 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xi: Irritant; |
| Risk Phrases | R36/37/38 |
| Safety Phrases | S26-S36 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | UZ9275000 |
Articles62
More Articles| Automated screening of urine samples for carbohydrates, organic and amino acids after treatment with urease. J. Chromatogr. A. 562(1-2) , 125-38, (1991) Eighty-five clinical urine samples and nineteen urine samples previously found by other laboratories to suggest genetic metabolic defects were prepared for trimethylsilylation by treatment with urease... | |
| Vitamin B1 deficiency inhibits the increased conversion of tryptophan to nicotinamide in severe food-restricted rats. Biosci. Biotechnol. Biochem. 79(1) , 103-8, (2015) The conversion of tryptophan (Trp) → nicotinamide (Nam) is an important pathway for supplying vitamin niacin. We reported the following two phenomena: (1) severe food restriction led to an increase in... | |
| The urinary ratio of 3-hydroxykynurenine/3-hydroxyanthranilic acid is an index to predicting the adverse effects of D-tryptophan in rats. J. Nutr. Sci. Vitaminol. 60(4) , 261-8, (2014) The adverse effects of D-tryptophan and the possibility of it being a surrogate index for predicting adverse effects in rats were investigated. Male rats were fed one of several test diets (20% casein... |
Synonyms
| 4,8-Dihydroxy-2-quinolinecarboxylic acid |
| EINECS 200-410-1 |
| 4,8-dihydroxy-Quinaldic acid |
| 4,8-Dihydroxyquinoline-2-carboxylic acid |
| 2-quinolinecarboxylic acid, 1,4-dihydro-8-hydroxy-4-oxo- |
| 8-hydroxy-4-oxo-1H-quinoline-2-carboxylic acid |
| Xanthurenate |
| Xanthurenic acid |
| MFCD00006754 |
| 2-Quinolinecarboxylic acid, 4,8-dihydroxy- |
